title: Fluorinated phosphorus-selenium heteroatom compounds: phenylphosphonofluorodiselenoic salts, adducts, and esters.
abstract: 2,4-Bis(phenyl)-1,3-diselenadiphosphetane-2,4-diselenide, [PhP(Se)(μ-Se)]2, Woollins' reagent (WR), reacts with dry KF or tetrabutylammonium fluoride (TBAF) at room temperature generating the corresponding potassium and tetrabutylammonium phenyldiselenofluorophosphinates 1 and 2 in almost quantitative yields. Treating 1 with equimolar amounts of tetraphenylphosphonium chloride or 1,3-dimesityl-1H-imidazol-3-ium chloride in THF at room temperature afforded the corresponding organic adducts 3 and 4 in 90% and 87% yields. Reaction of 1 with mono- and dihalogenated alkanes gave a series of esters of phenylphosphonofluoridodiselenoates 5-8 and 9 in 79-93% yields. Two representative crystal structures are reported.
authors.affiliation: EaStCHEM School of Chemistry, University of St Andrews, Fife KY16 9ST, United Kingdom.
authors.forename: Guoxiong
authors.initials: G
authors.lastname: Hua
authors.forename: Junyi
authors.initials: J
authors.lastname: Du
authors.forename: Alexandra M Z
authors.initials: AM
authors.lastname: Slawin
authors.forename: J Derek
authors.initials: JD
authors.lastname: Woollins
mesh_terms: D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry; D005459:Fluorides / Q000737:chemistry; D054879:Halogenation; D009861:Onium Compounds / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D012492:Salts / Q000138:chemical synthesis / Q000737:chemistry; D012643:Selenium / Q000737:chemistry*
chemical_list: D004952:Esters; D009861:Onium Compounds; D009943:Organophosphorus Compounds; D000644:Quaternary Ammonium Compounds; D012492:Salts; C009405:tetrabutylammonium; D012643:Selenium; D005459:Fluorides; C013289:tetraphenylphosphonium